Structure Database (LMSD)

Common Name
1,8-Cineol
Systematic Name
1,3,3-Trimethyl-2-oxabicyclo[2.2.2]octane
Synonyms
  • Eucalyptol
  • 1,8-Epoxy-p-menthane
  • cajeputol
LM ID
LMPR0102090019
Formula
Exact Mass
Calculate m/z
154.135765
Status
Curated

Classification

Biological Context

Eucalyptol is a bicyclic monoterpene that has been found in Eucalyptus and other plants, including C. sativa and has diverse biological activities, including anti-inflammatory, decongestant, antinociceptive, and insect repellent properties.1,2,3,4,5 Eucalyptol (10 μM) inhibits TNF-α, IL-1β, IL-4, and IL-5 production by primary human lymphocytes stimulated by ionomycin and phorbol 12-myristate 13-acetate (PMA).2 It also decreases LPS-induced mucus production by primary human nasal turbinate slices when used at a concentration of 10 μM.3 Eucalyptol (400 mg/kg) decreases carrageenan-induced hind paw edema in rats and reduces the time spent licking the hind paw in a formalin-induced nociception test in mice.4 It inhibits A. aegypti mosquitoes from feeding on anesthetized gerbils when applied topically at a concentration of 10% and from laying eggs in an ovipositional bioassay when used at a concentration of 1% in standing water.5 Formulations containing eucalyptol have been used in mouthwash and cough suppressants.

This information has been provided by Cayman Chemical

References

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Eucalyptus (#3932)
Magnoliopsida (#3398)
ESSENTIAL OILS,
Encyclopedia of Analytical Science (Second Edition), 2005

String Representations

InChiKey (Click to copy)
WEEGYLXZBRQIMU-UHFFFAOYSA-N
InChi (Click to copy)
InChI=1S/C10H18O/c1-9(2)8-4-6-10(3,11-9)7-5-8/h8H,4-7H2,1-3H3
SMILES (Click to copy)
C12(C)CCC(CC1)C(C)(C)O2

Other Databases

Wikipedia
KEGG ID
HMDB ID
PubChem CID
Cayman ID
GuidePharm ID

Calculated Physicochemical Properties

Heavy Atoms 11
Rings 3
Aromatic Rings 0
Rotatable Bonds 0
Van der Waals Molecular Volume 161.83
Topological Polar Surface Area 11.30
Hydrogen Bond Donors 0
Hydrogen Bond Acceptors 1
logP 3.32
Molar Refractivity 46.55

Admin

Created at
-
Updated at
20th Feb 2025